About The Role

As Executive Assistant to our Cofounder & Chief Medical Officer, you will be a critical partner in helping him focus his time and energy on the work that matters most. This is much more than calendar management - you'll help translate priorities into action, protect time for the highest-impact work, and make thoughtful decisions about what gets attention when competing demands arise.

This role has one important feature that sets it apart from a typical desk-based EA position: it requires a genuine in-person presence. Beyond managing the calendar, inbox, and projects, you'll be the person who shows up - at the office and across Greenbrook's clinics - to handle whatever can't be done remotely: checking and processing corporate mail, being physically present for signatures, deliveries, and vendor visits, and representing the Cofounder on-site whenever a task calls for someone there in person rather than on a call.

Reporting directly to the Cofounder & Chief Medical Officer, this role is highly responsive, fast-paced, and collaborative. Day to day, you'll manage a complex calendar, field a high volume of email and messages, coordinate meetings and follow-up, and keep priorities moving forward - while staying ready to be on the ground wherever an in-person touch is needed.

Location: Tampa, FL; must be based locally, with regular in-person presence expected at the Greenbrook Medical clinics and across clinics in the Tampa Bay area.

What You'll Do

Own the Calendar & Inbox

• Manage the calendar with a strong point of view on priorities, making thoughtful tradeoffs when competing requests arise.
• Triage a high volume of email and messages daily, quickly identifying what needs the Cofounder's attention versus what can be handled or delegated.
• Anticipate scheduling conflicts and resolve them proactively before they become problems.

Keep Things Moving

• Track commitments, follow-ups, and action items to make sure important work keeps moving and nothing falls through the cracks.
• Follow up with stakeholders and hold people accountable to deadlines when needed.
• Prepare the Cofounder for meetings by ensuring he has the right context, materials, and information ahead of time.

Be the In-Person Presence

• Check and process corporate mail on a regular basis, handling or routing items directly rather than waiting for them to be forwarded.
• Travel to Greenbrook clinics and other local sites to handle anything that requires someone there in person - signatures, deliveries, vendor check-ins, drop-offs and pick-ups, and similar hands-on needs.
• Represent the Cofounder at in-person meetings, site visits, or errands when his own presence isn't required but someone needs to be there on his behalf.
• Serve as a reliable point of physical presence for anything that can't be resolved over email or phone.

Connect the Dots

• Coordinate across clinical, operations, people, and other teams to keep priorities aligned and work moving.
• Communicate clearly, professionally, and promptly on behalf of the Cofounder.
• Build strong relationships across Greenbrook and serve as a trusted, highly responsive point of contact.

What Success Looks Like

• The calendar consistently reflects the highest-priority work, with minimal unnecessary meetings or scheduling conflicts.
• Responds to or appropriately routes 95%+ of requests within 24 hours.
• No important commitments, follow-ups, or deadlines fall through the cracks.
• The Cofounder is consistently prepared for key meetings with the right information and materials in advance.
• Corporate mail and in-person needs at the office and clinics are handled promptly, without the Cofounder needing to think about them.
• Stakeholders experience the Cofounder's office as responsive, organized, clear, and easy to work with.
• The Cofounder spends more time on high-impact clinical and strategic priorities because day-to-day coordination - including anything requiring an in-person touch - is handled proactively.

About You

You bring:

• 5+ years of experience supporting a senior executive, ideally in a fast-paced healthcare, startup, or growth environment.
• Genuine comfort being on-site regularly and traveling locally between multiple locations (clinics, office) as a core part of the job, not an occasional exception.
• Exceptional organizational skills and the ability to manage many competing priorities without losing important details.
• Strong judgment and the confidence to make difficult prioritization and scheduling decisions on behalf of an executive.
• A highly proactive working style - you anticipate needs rather than waiting to be asked.
• Exceptional written and verbal communication skills, with the ability to be clear, concise, and appropriately direct.
• A high level of responsiveness and comfort managing significant volume across email, Slack, and other communication channels.
• Strong follow-through and a track record of getting things done.
• The ability to build trust quickly and work effectively with physicians, executives, and teams across an organization.
• Discretion and sound judgment when handling confidential or sensitive information.
• A valid driver's license and reliable transportation for regular travel between sites.
• A mindset grounded in our core values of Heart, Excellence, Accountability, Resilience, and Teamwork.

You'll stand out if you:

• Have supported a Chief Medical Officer, physician executive, CEO, or other senior healthcare leader.
• Have experience working in a rapidly scaling organization where priorities change quickly and ambiguity is part of the job.
• Have experience managing an executive calendar where prioritization requires more than simply scheduling the next available time.
• Are naturally wired to create order, identify what matters most, and keep people accountable to commitments.
• Have experience working across clinical and operational teams and understand the pace and dynamics of a healthcare environment.
• Are just as comfortable with hands-on, on-the-ground tasks - mail, deliveries, in-person errands - as with high-level executive support, and don't see one as beneath the other.

Strong, Transparent Compensation & Benefits

• $80,000-$90,000 base salary, based on experience and qualifications
• Generous annual performance bonus
• Mileage/travel reimbursement for local travel between the office and Greenbrook clinics
• Health, dental, and vision insurance
• Paid time off
• 401(k) with company match

We believe in fair, equitable pay that reflects your experience and impact.

Our Selection Process

Application → Initial interview → Skills/experience interview → Values interview → References